6-羟基褪黑素

6-羟基褪黑素用途

6-氯褪黑素是一种有效的褪黑素受体激动剂,具有比褪黑素更高的代谢稳定性。6-氯褪黑素竞争[3H]-褪黑素和2-[125I]-碘美拉托宁与MT1受体的结合(pKi分别为8.9和9.1)。6-氯褪黑素竞争[3H]-褪黑素与MT2受体的结合(pKi=9.77)[1][2]。

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6-羟基褪黑素名称

[ CAS 号 ]:
63762-74-3

[ 中文名 ]:
6-氯褪黑激素

[ 英文名 ]:
6-Chloromelatonin

[中文别名 ]:

6-羟基褪黑素

[英文别名 ]:

Tocris-0443
6-CHLOROMELATONIN
6-Cl-melatonin
Lopac-C-0331

6-羟基褪黑素生物活性

[ 描述 ]:

[ 相关类别 ]:

信号通路 >> 神经信号通路 >> 褪黑激素受体

研究领域 >> 内分泌

信号通路 >> G 蛋白偶联受体/G 蛋白 >> 褪黑激素受体

[ 靶点 ]

MT1:8.9 (pKi)

MT2:9.1 (pKi)

[体外研究]

6-氯褪黑素在人血小板中竞争[3H]-褪黑素结合位点(Ki=11.4nm)[3]。6-氯褪黑素(10pm,1nm,100nm,10μM；72小时)以剂量依赖性的方式抑制forskolin刺激的JEG-3和BeWo细胞中的hCGβ分泌,但对基础人类绒毛膜促性腺激素(hCGβ)水平没有影响[4]。

[体内研究]

相移后第二天注射褪黑素激动剂6-氯褪黑素(0.5 mg/kg)的大鼠与对照组相比,6-硫氧基褪黑素的排泄率明显较高[5]。

[参考文献]

[1]. Browning C, et al. Pharmacological characterization of human recombinant melatonin mt(1) and MT(2) receptors. Br J Pharmacol. 2000;129(5):877-886.

[2]. Clemens JA, et al. Inhibition of luteinizing hormone release and ovulation by 6-chloro- and 6-fluoromelatonin. Neuroendocrinology. 1980;30(2):83-87.

[3]. Vacas MI, et al. Binding sites for [3H]-melatonin in human platelets. J Pineal Res. 1992;13(2):60-65.

[4]. Lanoix D, et al. Expression of melatoninergic receptors in human placental choriocarcinoma cell lines. Hum Reprod. 2006;21(8):1981-1989.

[5]. Kennaway DJ, et al. A melatonin agonist and N-acetyl-N2-formyl-5-methoxykynurenamine accelerate the reentrainment of the melatonin rhythm following a phase advance of the light-dark cycle. Brain Res. 1989;495(2):349-354.

6-羟基褪黑素物理化学性质

[ 密度 ]:
1.272g/cm3

[ 沸点 ]:
536.7ºC at 760 mmHg

[ 分子式 ]:
C₁₃H₁₅ClN₂O₂

[ 分子量 ]:
266.72300

[ 闪点 ]:
278.4ºC

[ 精确质量 ]:
266.08200

[ PSA ]:
54.12000

[ LogP ]:
2.89940

[ 折射率 ]:
1.608

[ 储存条件 ]:
-20°C

6-羟基褪黑素毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: AB5750000

CHEMICAL NAME :: Acetamide, N-(2-(6-chloro-5-methoxy-1H-indol-3-yl)ethyl)-

CAS REGISTRY NUMBER :: 63762-74-3

BEILSTEIN REFERENCE NO. :: 0410191

LAST UPDATED :: 199612

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C13-H15-Cl-N2-O2

MOLECULAR WEIGHT :: 266.75

WISWESSER LINE NOTATION :: T56 BMJ D2MV1 GO1 HG

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 4 mg/kg

SEX/DURATION :: female 1 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Fertility - other measures of fertility

REFERENCE :: JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 22,63,1979

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intravenous

DOSE :: 4 mg/kg

SEX/DURATION :: female 1 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Fertility - other measures of fertility

REFERENCE :: JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 22,63,1979

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 1260 ug/kg

SEX/DURATION :: female 9 week(s) pre-mating

TOXIC EFFECTS :: Reproductive - Maternal Effects - ovaries, fallopian tubes Reproductive - Maternal Effects - uterus, cervix, vagina

REFERENCE :: JRPFA4 Journal of Reproduction and Fertility. (Biochemical Soc. Book Depot, POB 32, Commerce Way, Colchester, Essex CO2 8HP, UK) V.1- 1960- Volume(issue)/page/year: 78,381,1986

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6-羟基褪黑素安全信息

[ 危害码 (欧洲) ]:
T

[ 风险声明 (欧洲) ]:
60-23/24/25-36/37/38

[ 安全声明 (欧洲) ]:
53-26-36/37/39-45

[ 海关编码 ]:
2933990090

6-羟基褪黑素合成路线

详细合成路线

6-羟基褪黑素上下游产品

6-羟基褪黑素上游产品

6-羟基褪黑素下游产品

6-羟基褪黑素海关

[ 海关编码 ]: 2933990090

[ 中文概述 ]:
2933990090. 其他仅含氮杂原子的杂环化合物. 增值税率:17.0%. 退税率:13.0%. 监管条件:无. 最惠国关税:6.5%. 普通关税:20.0%

[ 申报要素 ]: 品名, 成分含量, 用途, 乌洛托品请注明外观, 6－己内酰胺请注明外观, 签约日期

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%